109746-11-4

Basic information

• Product Name: (1α,4α,4aα,5aα)-4,4a,5,5a-Tetrahydro-1,4,6,6-tetramethyl-1,4-methano-1H-cyclopropapyridazin
• Synonyms: (1α,4α,4aα,5aα)-4,4a,5,5a-Tetrahydro-1,4,6,6-tetramethyl-1,4-methano-1H-cyclopropapyridazin
• CAS NO: 109746-11-4
• Molecular Weight: 164.25
• Mol File: 109746-11-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1α,4α,4aα,5aα)-4,4a,5,5a-Tetrahydro-1,4,6,6-tetramethyl-1,4-methano-1H-cyclopropapyridazin(CAS DataBase Reference)
• NIST Chemistry Reference: (1α,4α,4aα,5aα)-4,4a,5,5a-Tetrahydro-1,4,6,6-tetramethyl-1,4-methano-1H-cyclopropapyridazin(109746-11-4)
• EPA Substance Registry System: (1α,4α,4aα,5aα)-4,4a,5,5a-Tetrahydro-1,4,6,6-tetramethyl-1,4-methano-1H-cyclopropapyridazin(109746-11-4)

Safety Data

• Hazardous Substances Data: 109746-11-4(Hazardous Substances Data)

Upstream product

• 19078-32-1 3,4,4,5-tetramethyl-4H-pyrazole 
• 2781-85-3 cyclopropene 

Relevant articles and documents

Azo Bridges from Azines, VII. - Diels-Alder Reactions with Inverse Electron Demand between Isopyrazoles and Cycloalkenes or Cycloalkadienes. - A Comparison of Acid Catalysis and Acceleration by Pressure

The acid-catalysed reaction of the isopyrazoles 1 and 2 with the cycloalkenes 3 - 8, norbornene (9), 1,4-cyclohexadiene (18), 1,5-cyclooctadiene (9), norbornadiene (20), and benzonorbornadiene (21) yields the expected azo-bridged ycyloadducts 10 - 17 nad 22 - 27.From 19 are also obtained the bisadducts 24a and 24b.At higher pressure (7 kbar) the non-acid -catalysed reaction of 2 and the previously mentioned olefines produces the respective cycloadducts usually in higher yields.In the case of 20 the additional bisadducts exo,exo-26b and endo,exo-26b are formed.Reaction rates for the (pressure-controlled) cycloadditions correlate with the reaction enthalpies of the cycloaddition between cycloalkenes and 1,3-cyclopentadiene.The exo/endo ratio of cycloadducts 25b, formed from 2 and 20 proves to be independent of temperature and pressure.